Title: The Best Hotels in Oakland, Chicago - 2026 Updated Prices | Expedia.co.uk [Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Oakland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oakland.d6132392.Car-Hire-Guide)[Oakland Holidays](https://expedia.co.uk/Oakland.d6132392.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [25 Feb - 26 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-02-25&endDate=2026-02-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [26 Feb - 27 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Oakland hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/d34c171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2556x3y3-aad44a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Chicago, Tapestry Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) Gold Coast, 5.8 mi from Oakland 9.0/10 Wonderful (1,528 reviews) "Great location, friendly staff and nice room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Srinivasa £95 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) ![Serves breakfast, lunch and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/8da50482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/40f9f6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/ccac7aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/5c662e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Chicago Downtown [](https://www.expedia.co.uk/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) River North, 5 mi from Oakland 9.4/10 Exceptional (898 reviews) "Clean, friendly staff, and excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina £93 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w3837h2557x3y3-ef0f356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2557h3837x3y3-5ce449d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/3932c1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8b216cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thompson Chicago, by Hyatt [](https://www.expedia.co.uk/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) Gold Coast, 5.5 mi from Oakland 9.2/10 Wonderful (1,320 reviews) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie £143 includes taxes & fees 16 Mar - 17 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/19637b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Suite | Dining room](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/c0679d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago Fulton Market [](https://www.expedia.co.uk/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) West Loop, 5 mi from Oakland 9.2/10 Wonderful (411 reviews) "The hotel in it’s entirety was better than advertised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric [](https://www.expedia.co.uk/Chicago-Hotels-Level-Chicago-Fulton-Market.h95823687.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Latin American cuisine ](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Streeterville, 4.7 mi from Oakland 9.4/10 Exceptional (2,395 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake £142 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/8052cf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/w3996h2667x0y0-c84e78c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/1885ffcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites by Marriott Chicago Downtown/ River North [](https://www.expedia.co.uk/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information) River North, 4.8 mi from Oakland 9.4/10 Exceptional (1,077 reviews) "Great hotel, good food and great service ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fernando £100 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/8d2143ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, piano bar](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/f598823d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/52469d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hoxton Chicago [](https://www.expedia.co.uk/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) 4.8 mi from Oakland 9.0/10 Wonderful (1,013 reviews) "Amazing, I loved my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie £146 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/3ff1c0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/7b541fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/87fb06ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15850000/15849800/15849775/8c126093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago West Loop Fulton Market Area [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) 4.6 mi from Oakland 9.2/10 Wonderful (1,000 reviews) "Nice hotel and staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy £110 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-Downtown-West-Loop.h15849775.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5790h3840x5y0-cb6b076f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed (City View) | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5773h3840x5y0-109a1ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5109h3836x4y4-12764c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/w5758h3840x4y0-fedac9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ACME Hotel Chicago, Outset Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information) River North, 4.9 mi from Oakland 9.0/10 Wonderful (1,970 reviews) "Very convenient place to stay friendly and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick £78 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Chicago-Hotels-ACME-Hotel-Company.h886306.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/54e0cfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection Ambassador Gold Coast [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) Gold Coast, 5.8 mi from Oakland 8.2/10 Very good (1,288 reviews) "Great hotel with great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila £93 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![City view from property](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/d1cc0289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/fa1d7c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/e4567f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35840000/35834300/35834237/db5b7e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Chicago West Loop [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) 4.9 mi from Oakland 9.0/10 Wonderful (1,199 reviews) "Great location, friendly staff, spacious room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £117 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-House-Chicago-West-Loop.h35834237.Hotel-Information) ![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/fd4d7555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/02375ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/8cd3425b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Blu Aqua Hotel Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) 4.4 mi from Oakland 8.6/10 Excellent (1,876 reviews) "Room was very nice, views were fantastic and the restaurant was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £164 includes taxes & fees 11 Mar - 12 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/d235a6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed (Deluxe King) | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/433123ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/1fffa05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Emily Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) 5.1 mi from Oakland 9.2/10 Wonderful (1,302 reviews) "Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £110 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Ace-Hotel-Chicago.h19381112.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3100/3009/aea25e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3100/3009/008ccf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | 1 bedroom, pillow-top beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/3100/3009/f0cbe7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3100/3009/w2659h3990x0y0-e2760a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Downtown River North [](https://www.expedia.co.uk/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Downtown-River-North.h3009.Hotel-Information) River North, 4.8 mi from Oakland 8.8/10 Excellent (1,000 reviews) "Great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara £113 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Downtown-River-North.h3009.Hotel-Information) ![LCD TV](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/d55b583b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/w2662h4000x0y0-1d67f68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/fddcaa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/cf961b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Chicago Downtown/River North [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-DowntownRiver-North.h5511082.Hotel-Information) River North, 4.8 mi from Oakland 9.2/10 Wonderful (1,247 reviews) "Polite staff and very clean room and hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanise £100 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-DowntownRiver-North.h5511082.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/11ef5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/d9163f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/06d5595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) Streeterville, 5.3 mi from Oakland 8.4/10 Very good (3,981 reviews) "Great location, the room was nice and the breakfast was good. Overall great value for this property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge £79 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds, Accessible, City View (Mobility, Accessible Tub) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/8acc816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9b8e0009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/12cef3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) River North, 4.8 mi from Oakland 8.8/10 Excellent (2,189 reviews) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam £90 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/af819b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/a8c570d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/70bb0994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, pay films](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/98f027a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Chicago Downtown Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Residence-Inn-Chicago-Downtown-Magnificent-Mile.h13492029.Hotel-Information) Streeterville, 5 mi from Oakland 9.6/10 Exceptional (465 reviews) "Cozy, Friendly, Good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donghyeon £147 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Residence-Inn-Chicago-Downtown-Magnificent-Mile.h13492029.Hotel-Information) ![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ef15d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) River North, 5 mi from Oakland 8.4/10 Very good (471 reviews) "Amazing staff and very clean, modern rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) genevieve £56 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) River North, 4.9 mi from Oakland 8.6/10 Excellent (4,387 reviews) "Clean room, friendly staff, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juliana £71 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12®ionId=6132392&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Oakland Find the best Oakland areas for the activities you enjoy most. - Downtown Chicago - Magnificent Mile - The Loop - River North - O'Hare ![Downtown Chicago featuring a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago showing a high-rise building and a city](https://images.trvl-media.com/place/6350699/b1dbe458-cfee-4a77-aafa-ed727f3811c2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes heritage elements, a city and signage](https://images.trvl-media.com/place/6350699/98ad7653-4f12-4d1e-b94c-df0ef4b3a2b5.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago Riverwalk which includes a ferry, a high-rise building and a city](https://images.trvl-media.com/place/553248621533116610/2226c4aa-f944-42f1-81f9-955ea58ff161.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago featuring night scenes, a city and signage](https://images.trvl-media.com/place/6350699/753a910d-58ab-4d49-a56a-55f36767e956.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350699) ![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=) ### Downtown Chicago The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350699) ![Water Tower Place](https://images.trvl-media.com/place/6064087/122eb316-6cea-4d3c-a76e-e45a57727548.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North featuring a city, night scenes and a skyscraper](https://images.trvl-media.com/place/800025/6670c4dd-6c2f-482d-8f82-0db84866cc03.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by © City of Chicago ![Water Tower Place](https://images.trvl-media.com/place/6064087/79f2ba84-a216-4fc0-8bd9-72484a60dfd4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Michigan Avenue Bridge and Magnificent Mile in Chicago, IL, USA; Shutterstock ID 152280686](https://images.trvl-media.com/place/800025/eaf7fa58-22c3-4e38-925c-2882605a965a.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile with traffic at night, Chicago, IL, USA](https://images.trvl-media.com/place/800025/7d525d8c-a9e4-438c-a750-60a205c049df.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800025) ![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=) ### Magnificent Mile Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800025) ![The Loop - Downtown featuring a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop featuring a bridge, a city and a river or creek](https://images.trvl-media.com/place/800024/88e8980e-763e-442a-9893-f02f9b1ae7ea.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Lake Michigan showing city views, a river or creek and night scenes](https://images.trvl-media.com/place/6338716/1c2f76ba-f6ae-40b8-b881-ca4b468dedb9.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Grant Park showing a park, a city and a bay or harbour](https://images.trvl-media.com/place/507389/24eea330-b972-4f2e-be7d-82980c05afe2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop](https://images.trvl-media.com/place/800024/f89427bb-8236-4dff-a91f-12bf093062b6.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800024) ![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=) ### The Loop Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800024) ![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Outside sitting area at Trump Tower International. Great views and cocktails.](https://images.trvl-media.com/place/829/07c38e71-56d1-42d6-a058-15ead19f8a7b.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Polina Quick ![The Trump International Hotel and Tower, or Trump Tower Chicago was completed in 2009 and tops out at 1,389 feet making it the 2nd tallest building in Chicago. The TRUMP sign across the building consists of 20ft tall letters, spanning almost 150ft. The sign is currently a very polarizing symbol in the skyline. The construction site of the tower was the setting for the Joker vs Batman duel in "The Dark Knight".](https://images.trvl-media.com/place/829/51a5da5d-3b03-4279-af4c-ab0a35c1ffc2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by throwingsofas ![Merchandise Mart](https://images.trvl-media.com/place/6069193/0e27114d-eb41-46f9-b005-6ab55df346d2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![#culture](https://images.trvl-media.com/place/829/bf86db46-03b8-42ca-80a4-c701adda630b.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Katie Robinson [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350695) ![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=) ### River North Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350695) ![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Ohare getting festive.](https://images.trvl-media.com/place/829/ee7d82d7-1512-4252-8495-bb668ccb5023.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Shaun Bossons ![The American Terminal proves beauty can be found in even the most unsuspecting places. #ohare #Chicago #InTransit #LifeAtExpedia](https://images.trvl-media.com/place/829/5bbd7563-6267-4be9-9e39-7a3489773971.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Jana Griffith ![Chicago, IL which includes an airport, night scenes and landscape views](https://images.trvl-media.com/place/4477519/c980d989-79d4-4aa7-9351-f518381f4e9c.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by by O'Hare Intl Airport ![Chicago, IL showing landscape views and an airport](https://images.trvl-media.com/place/4477519/7583daf4-aaee-4098-9814-58adcfcb88d7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by by O'Hare Intl Airport [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635074842747) ![O'Hare map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:kob_G%60rvwOqeEoAa%5DcHiNiH%7BIcKkg%40au%40%7BB_y%40i%40ooAiBqkAeFqHo%40%7DOkDx%40sB%7DBRcP%60nA%7DElWou%40vK%7Dl%40%7Be%40G%7DNjEGaQtd%40gOx_%40uHvOoxCpSsIp%7BC_Ed%40vXd%7D%40Hba%40o%40ve%40aDjAdfBiZfGy%5DzJo%5EbAwFnAaRxXkx%40vCp%40dl%40Knn%40%7EL%7EH%7CQdPjP%7ERpE_S%60q%40vR%7E%5EbU%7DYzz%40uSZh%40vZy%40nWyFj%5EeRd%7E%40_%40%7Eu%40oC%7Ep%40kLhFwNtB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=-bZOHa3BE39TNl-SIM1ovW8-8lc=) ### O'Hare Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842747) ## Top Oakland Hotel Reviews ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg) ### theWit Chicago, a Hilton Hotel 10/10 Excellent "Very clean. Staff was nice. Property and amenities were lovely " [](https://expedia.co.uk/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Everything was clean. What stood out is the modern technology. It took a second to figure out certain things like the shower and the lights but it was refreshing and new. We loved everything about our experience. We’ll be coming back for the Rooftop restaurant." [](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "great " [](https://expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "The room was spotless. The front desk helped make sure my reservation was taken care of despite travel delays outside of my control. Highly recommended this property and their staff" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Everything was perfect!" [](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Very nice " [](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Staff was extremely courteous and helpful. Had a great time." [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Fine location. Clean." [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Staff- location!" [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Oakland that travellers recommend? > For families, the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) shines with a rating of 8.8\. Its spacious rooms feature sofa beds and cribs, ensuring comfort for all ages. The hotel offers a complimentary buffet breakfast, making mornings straightforward. Kids will love the indoor pool, while parents can enjoy the 24-hour fitness facilities. The family-friendly atmosphere is enhanced by the option for kids' meals, allowing everyone to dine happily together. ### What hotels in Oakland offer free breakfast? ### What are the best budget hotels in Oakland? ### What are the most romantic hotels in Oakland for couples? ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Oakland hotel booking with Expedia? ### How much is the nightly rate at a Oakland hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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